反应 #969848

ord-adbd49ad436e4b77987de477d8c575e6

反应方程式

COC(=O)C(CCN=[N+]=[N-])S(=O)(=O)O
Methyl 4-azido-2-sulfo-butyrate
[N-]=[N+]=NCCC(C(=O)O)S(=O)(=O)O
title compound
收率 117.2%
[N-]=[N+]=NCCC(C(=O)O)S(=O)(=O)O
4-azido-2-sulfo-butyric acid
收率 117.2%

溶剂

反应条件

温度
100°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The mixture was evaporated
  2. 2
    其他co-evaporated 3×50 ml of water, and crystallized with water/acetone

实验过程

Methyl 4-azido-2-sulfo-butyrate (1.00 g, 4.08 mmol) in the mixture of HCl (50 ml, 1.0 M) and HAC (5 ml) was heated at 100° C. for 8 hrs. The mixture was evaporated and co-evaporated 3×50 ml of water, and crystallized with water/acetone to afford 1.0 g (99%) of the title compound. 1H NMR (DMF-d7): 3.60 (m, 2H), 3.52 (m, 1H), 2.24 (m, 2H). 13C NMR 170.96, 63.04, 50.66, 29.12. ESI MS m/z−207.7 (MW−H); HRMS m/z−(C4H7N3O5S−H) calcd 208.0028, found 208.0021.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08236319B2uspto-grants-2012_08